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Copyright © 2012 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
Volume 354, Issue 1
Pages 1–222
Article first published online: 20 JAN 2012 | DOI: 10.1002/adsc.201290000
The cover picture, provided by Qi-Lin Zhou, shows the example of an exceptionally highly efficient chiral catalyst. The catalyst is a very stable dihydride iridium complex of a tridentate chiral spiro P-N-N ligand based on the 1,1′-spirobiindane skeleton, which exhibits excellent enantioselectivity and extremely high turnover number (in excess of one million) for the hydrogenation of both aryl ketones and β-aryl-β-keto esters. Although little is known about the mechanism of this iridiumcatalyzed carbonyl group hydrogenation reaction, a non-classical metalligand bifunctional mechanism deserves to be recommended to interpret the high efficiency of this catalyst. With the help of KO-t-Bu and under an H2 atmosphere, the dihydride iridium complex is converted to a trihydride iridium complex. After combination of the substrate with the trihydride iridium complex, a cyclic six-membered transition state is formed. The hydridic IrH and protic NH of the catalyst are simultaneously transferred to the carbonyloxygen double bond of the substrate, resulting in a chiral alcohol and a hydrido amido iridium complex. Finally, the hydrido amido iridium complex is hydrogenated with H2 to regenerate the trihydride iridium complex.
Joe P. Richmond
Article first published online: 13 JAN 2012 | DOI: 10.1002/adsc.201101001
Article first published online: 20 JAN 2012 | DOI: 10.1002/adsc.201290001
Jens Wegner, Sascha Ceylan and Andreas Kirschning
Article first published online: 12 JAN 2012 | DOI: 10.1002/adsc.201100584
Frederic W. Patureau, Christin Worch, Maxime A. Siegler, Anthony L. Spek, Carsten Bolm and Joost N. H. Reek
Article first published online: 12 JAN 2012 | DOI: 10.1002/adsc.201100692
Isaac Garcia-Bosch, Laura Gómez, Alfonso Polo, Xavi Ribas and Miquel Costas
Article first published online: 29 NOV 2011 | DOI: 10.1002/adsc.201100409
Min Yu, Yong Wang, Weijiang Sun and Xiaoquan Yao
Article first published online: 12 JAN 2012 | DOI: 10.1002/adsc.201100518
Caterina Viglianisi, Lavinia Simone and Stefano Menichetti
Article first published online: 12 JAN 2012 | DOI: 10.1002/adsc.201100587
Ke Chen, Yongxin Li, Sumod A. Pullarkat and Pak-Hing Leung
Article first published online: 12 JAN 2012 | DOI: 10.1002/adsc.201100424
Alexander M. Kluwer, Remko J. Detz, Zohar Abiri, Alida M. van der Burg and Joost N. H. Reek
Article first published online: 12 JAN 2012 | DOI: 10.1002/adsc.201100422
Daniela Ubiali, Carla D. Serra, Immacolata Serra, Carlo F. Morelli, Marco Terreni, Alessandra M. Albertini, Paolo Manitto and Giovanna Speranza
Article first published online: 12 JAN 2012 | DOI: 10.1002/adsc.201100505
Elisabetta Brenna, Francesco G. Gatti, Daniela Monti, Fabio Parmeggiani and Stefano Serra
Article first published online: 12 JAN 2012 | DOI: 10.1002/adsc.201100504
Stefanie Baum, Fred van Rantwijk and Andreas Stolz
Article first published online: 12 JAN 2012 | DOI: 10.1002/adsc.201100391
Wei-Ting Chien, Chien-Fu Liang, Ching-Ching Yu, Jian- Hong Lin, Haung-Ting Wu and Chun-Cheng Lin
Article first published online: 12 JAN 2012 | DOI: 10.1002/adsc.201100402
A. Stephen K. Hashmi, Christian Lothschütz, René Döpp, Martin Ackermann, Janosc De Buck Becker, Matthias Rudolph, Christian Scholz and Frank Rominger
Article first published online: 12 JAN 2012 | DOI: 10.1002/adsc.201000044
Alessandra Coniglio, Mauro Bassetti, Sergio E. García-Garrido and José Gimeno
Article first published online: 12 JAN 2012 | DOI: 10.1002/adsc.201100600
Gianluigi Broggini, Vincenzina Barbera, Egle M. Beccalli, Elena Borsini, Simona Galli, Giuseppe Lanza and Gaetano Zecchi
Article first published online: 12 JAN 2012 | DOI: 10.1002/adsc.201100614
Xiaolin Pan, Yong Luo, Gang Liu, Shouzhi Pu and Jie Wu
Article first published online: 12 JAN 2012 | DOI: 10.1002/adsc.201100582
Sun Young Kim, Yujung Park, Sori Son and Young Keun Chung
Article first published online: 13 JAN 2012 | DOI: 10.1002/adsc.201100694
Gorakh S. Yellol, Cheng-Ting Chou, Wang-Jin Chang, Barnali Maiti and Chung-Ming Sun
Article first published online: 13 JAN 2012 | DOI: 10.1002/adsc.201100640
Joshua P. Delaney and Luke C. Henderson
Article first published online: 12 JAN 2012 | DOI: 10.1002/adsc.201100667
Brinton Seashore-Ludlow, Jakob Danielsson and Peter Somfai
Article first published online: 13 JAN 2012 | DOI: 10.1002/adsc.201100678
Elina Buitrago, Fredrik Tinnis and Hans Adolfsson
Article first published online: 12 JAN 2012 | DOI: 10.1002/adsc.201100606